Executive Assistant (Legal AI)

Location: Milan, Italy; hybrid work with three days per week at the Milan HQ. Candidates must be based in or able to relocate to Milan.

Annual salary: €35,000–€45,000, plus equity.

Company

hirify.global builds legal AI technology used by thousands of legal professionals across Europe to make legal work faster, clearer, and more reliable.

What you will do

• Manage and protect the calendars of four C-level executives, making prioritization and scheduling decisions.
• Plan complex multi-leg travel across Europe and the US, including itineraries, visas where needed, contingencies, and expenses.
• Prepare meeting agendas, briefing notes, and pre-reads; capture actions and drive follow-up to completion.
• Coordinate board meetings, investor updates, leadership offsites, events, and executive communications.
• Track cross-functional initiatives, unblock bottlenecks, and coordinate deliverables on behalf of the executives.
• Handle confidential documents, contracts, correspondence, and sensitive information with discretion.

Requirements

• 3+ years of experience supporting C-level executives, preferably in a high-growth startup, VC/PE, or consulting environment.
• Fluent English and Italian, written and spoken.
• Ability to manage multiple senior stakeholders, prioritize independently, and exercise sound judgment under pressure.
• Exceptional organization, attention to detail, discretion, and problem-solving ability in ambiguous situations.
• Proficiency with Google Workspace, AI tools, Notion, and Slack.
• Experience with international, multi-market operations.

Culture & Benefits

• Hybrid work with flexibility and regular collaboration at the Milan HQ.
• Health insurance and daily meal vouchers.
• Equity participation aligned with long-term company success.
• Team retreats and off-sites across a focused, autonomous, and high-accountability environment.
• Opportunities to lead high-stakes projects and contribute to the future of legal technology.